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Semi-Detached for Sale in Downtown Toronto
63 days on market- MLS Number
- C12991316
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 63
- Bedrooms
- 5
- Bathrooms
- 3
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Downtown Toronto / Waterfront
- Listing Brokerage
- HARVEY KALLES REAL ESTATE LTD.
Where Victorian architecture meets inspired modern design - 281 Lisgar Street is a residence of rare distinction. Positioned on the beautiful Lisgar bend - unobstructed views, west-facing light all afternoon - this 2-storey semi has been reimagined through over $450,000 in renovations that respect its heritage bones while introducing luxurious contemporary finishes. Grand high ceilings crown the open main floor, drawing the eye through the space and out through double sliding glass doors to the charming backyard beyond. The dining room is a moment unto itself - original white-washed brick fireplace, bay window, built-in banquettes with storage, and a Schonbek crystal chandelier that casts mini rainbows at sunset - flowing into a chef's kitchen with black waterfall tile (continuous vein, counter through backsplash), pot filler, and gas range.Three new bathrooms, each its own statement. On the main, a striking black-and-gold powder room - the one guests photograph. Upstairs, a second-floor bath with combined tub-wet-area shower and Japanese bidet toilet. Below, a modern rain shower in black stone. All-new electrical, plumbing, HVAC & AC throughout, including a ductless unit in the attic.The third floor surprises: vaulted 10.5-ft ceilings, full kitchenette with glossy warm walnut butcherblock, and a brand-new terrace with CN Tower views. Below the main floor, a walk-in canteen with deep freeze, wine fridge, and inset tool storage.Outside: a private back deck with Edison bulb lights and garden shed; a west-facing second- floor balcony off the primary suite. Below, a legal basement apartment - 7'10" ceilings, private walkout, separate street access - 5 star rated at $165+/night, providing income or versatile living.4+1 bedrooms, 3 bathrooms. Steps to Pizza Badiali, Trinity Bellwoods Park, the Ossington Strip. Streetcar 60 seconds from the door. Little Portugal at its finest.
Estimate your monthly payments for this property
Estimated Payment
$8,399.92/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Downtown Toronto / Waterfront
Downtown Toronto / Waterfront is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Downtown Toronto / Waterfront
- •Convenient location in Downtown Toronto / Waterfront
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Downtown Toronto / Waterfront offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
281 Lisgar Street, Downtown Toronto / Waterfront
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Premium Pricing
At $1266/sqft, this property is priced above the Downtown Toronto average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Negotiation Opportunity
At 63 days on site, this property has exceeded the typical selling timeline for Downtown Toronto. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.
Detached Home Advantages
Detached homes in Downtown Toronto are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Downtown Toronto.
Bathroom Count Matters
With 3 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
Investment Perspective
Looking at this as an investment: Downtown Toronto properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $7,913 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.